A facile gelator based on phenylalanine derivative is capable of forming fluorescent Zn-metallohydrogel, detecting Zn2+ in aqueous solutions and imaging Zn2+ in living cells

Abstract

Supramolecular hydrogels are attracting soft materials with potential applications. In this study, we synthesized a facile gelator (named 2-QF) based on phenylalanine derivative with a Quinoline group. 2-QF can assemble to form hydrogels at room temperature in different colors under low pH values. Moreover, 2-QF was triggered to form a yellow metallohydrogel (2-QF-Zn) at high pH by the coordination between 2-QF and Zn²⁺. 2-QF-Zn metallohydrogel showed excellent multi-stimuli responsiveness, especially the reversible "on-off" luminescence switching, as induced by base/acid. In addition, at a low concentration, 2-QF can selectively and visibly identify Zn²⁺ through fluorescence enhancement, and can detect Zn²⁺ at physiological pH as a chemosensor. Remarkably, 2-QF and 2-QF-Zn exhibited an excellent biocompatibility without cell cytotoxicity, and 2-QF is able to penetrate live HeLa cells and image intracellular Zn²⁺ by a turn-on fluorescent response, which makes it a potential candidate for biomedical applications.

Keywords: Chemosensor; Fluorescence; Image; Metallohydrogel; Phenylalanine derivative.